1-acetoxymethyl-3,4,8,9,10-pentamethoxy-6H-dibenzo[b,d]pyran-6-one | 1073796-71-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 1-acetoxymethyl-3,4,8,9,10-pentamethoxy-6H-dibenzo[b,d]pyran-6-one
• 英文别名: (3,4,8,9,10-Pentamethoxy-6-oxobenzo[c]chromen-1-yl)methyl acetate；(3,4,8,9,10-pentamethoxy-6-oxobenzo[c]chromen-1-yl)methyl acetate
• CAS: 1073796-71-0
• 化学式: C₂₁H₂₂O₉
• 分子量: 418.4
• InChiKey: XMTHRIQIRVCRFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-acetoxymethyl-3,4,8,9,10-pentamethoxy-6H-dibenzo[b,d]pyran-6-one 在 硼烷 、 (S)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以96%的产率得到(S)-6-acetoxymethyl-2-hydroxy-6'-hydroxymethyl-2',3,3',4,4'-pentamethoxy-1,1'-biphenyl
  参考文献：
  名称：

  Synthesis of Highly Oxygenated Biphenyl Derivative in an Optically Active Form through Palladium-Mediated Intramolecular Biaryl Coupling Reaction

  摘要：

  Optically active 6,6'-dihydroxyniethyl-2,2'-3,3'-4,4'-hexamethoxybiphenyl (1) was prepared via the Pd-mediated biaryl coupling reaction of a phenyl benzoate derivative and the following enantioselective lactone opening reaction.

  DOI：

  10.3987/com-08-s(n)8
• 作为产物：
  描述：

  (3-Hydroxy-4,5-dimethoxyphenyl)methyl acetate 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium acetate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 2,4-滴二甲胺盐 为溶剂， 反应 9.0h， 生成 1-acetoxymethyl-3,4,8,9,10-pentamethoxy-6H-dibenzo[b,d]pyran-6-one
  参考文献：
  名称：

  Synthesis of Highly Oxygenated Biphenyl Derivative in an Optically Active Form through Palladium-Mediated Intramolecular Biaryl Coupling Reaction

  摘要：

  Optically active 6,6'-dihydroxyniethyl-2,2'-3,3'-4,4'-hexamethoxybiphenyl (1) was prepared via the Pd-mediated biaryl coupling reaction of a phenyl benzoate derivative and the following enantioselective lactone opening reaction.

  DOI：

  10.3987/com-08-s(n)8

文献信息

• Preparation of 5H,7H-Dibenz[c,e]oxepin-5-one Derivative through Reconstruction of the Lactone Ring
  作者：Hitoshi Abe、Takashi Harayama、Masatsugu Arai、Yasuo Takeuchi

  DOI：10.3987/com-08-s(f)117

  日期：——

  The systematic investigation of the efficient transformation of 6H-dibenzo[b,d]pyran-6-one into 5H,7H-dibenz[c,e]oxepin-5-one is described.
• Synthesis of Highly Oxygenated Biphenyl Derivative in an Optically Active Form through Palladium-Mediated Intramolecular Biaryl Coupling Reaction
  作者：Hitoshi Abe、Takashi Harayama、Masatsugu Arai、Keisuke Nishioka、Tatsuya Kida、Kazuma Shioe、Yasuo Takeuchi

  DOI：10.3987/com-08-s(n)8

  日期：——

  Optically active 6,6'-dihydroxyniethyl-2,2'-3,3'-4,4'-hexamethoxybiphenyl (1) was prepared via the Pd-mediated biaryl coupling reaction of a phenyl benzoate derivative and the following enantioselective lactone opening reaction.